Mercaptans. reactions

Me,N-GaH3 molecule, molecular scattering intensity pattern, 41 186-187 [Me NlPhlC-Li], 37 76-77 Mercaptans, reactions with hexafluoroacetone, 30 274... 

The epoxide-mercaptan reaction is highly selective, and there appears to be no concomitant epoxide-alcohol reaction. Thus, to obtain a cross-linked network with a diepoxide, the functionality of the mercaptan must be greater than two. 

The epoxide-mercaptan reaction can be accelerated by amines, which either react with the mercaptan to give a mercaptide ion (Reaction 28) that rapidly adds to the epoxide (Reaction 29), or by the amine first reacting with the epoxide (Reaction 31) to produce a reactive intermediate that then reacts with the mercaptan in a nucleophilic displacement reaction (Reaction 32). 

A soln. of aniline in benzene added to ethylene diisocyanate in the same solvent, and refluxed 3 hrs. product. Y 80%. — The ease of reaction appears to be in the order R2NH>RNH2>ROH>RSH with the mercaptan reaction requiring catalysis by triethylenediamine. F. reactions of ethylene diisocyanate with active hydrogen compounds s. J. N. Tilley and A. A. R. Sayigh, J. Org. Ghem. 29,3347 (1964). 

Benzylmagnesium bromide, MA adducts, 233 Benzyl mercaptan, reaction with MA, 49 Benzyl methacrylate, MA copolymerization, 284 Benzylsuccinic anhydride, MA-toIuene adduct, 198, 200-202... 

Reactions of Formaldehyde with Mercaptans. Reactions of formalde-ifvde with thio-alcohols or mercaptans are similar in many respects to those encountered with alcohols. According to Posner ", mercaptals or methylene dithiols are formed in a two-step lection, as indicated by the equations shown below in which the R of RSH stands for an alkyl, aralkyl or aryl radical. 

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